(1R,2S,4S,8R,9S,12S,13S,16S,18R)-16-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-6-en-10-one

Details

• Internal ID: 560e921c-0705-495e-b074-b51e530f4428
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides > Steroidal saponins
• IUPAC Name: (1R,2S,4S,8R,9S,12S,13S,16S,18R)-16-[(2R,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-7,9,13-trimethyl-6-[(3R)-3-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxybutyl]-5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-6-en-10-one
• InChI: InChI=1S/C50H80O23/c1-19(17-65-45-41(63)38(60)35(57)29(14-51)69-45)5-8-27-20(2)33-28(68-27)12-25-23-7-6-21-11-22(9-10-49(21,3)24(23)13-32(55)50(25,33)4)67-48-44(73-47-42(64)39(61)36(58)30(15-52)70-47)43(37(59)31(16-53)71-48)72-46-40(62)34(56)26(54)18-66-46/h19,21-26,28-31,33-48,51-54,56-64H,5-18H2,1-4H3/t19-,21-,22+,23-,24+,25+,26-,28+,29-,30-,31-,33+,34+,35-,36-,37-,38+,39+,40-,41-,42-,43+,44-,45-,46+,47+,48-,49+,50-/m1/s1
• InChI Key: XMKOHLVKVVGKKM-WPTHCZLESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₅₀H₈₀O₂₃
• Molecular Weight: 1049.20 g/mol
• Exact Mass: 1048.50903879 g/mol
• Topological Polar Surface Area (TPSA): 363.00 Ų
• XlogP: -2.30
• Atomic LogP (AlogP): -3.19
• H-Bond Acceptor: 23
• H-Bond Donor: 13
• Rotatable Bonds: 15

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7742	77.42%
Caco-2	-	0.8808	88.08%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8450	84.50%
OATP1B3 inhibitior	+	0.9121	91.21%
MATE1 inhibitior	-	0.9612	96.12%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6542	65.42%
P-glycoprotein inhibitior	+	0.7424	74.24%
P-glycoprotein substrate	+	0.6959	69.59%
CYP3A4 substrate	+	0.7493	74.93%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8535	85.35%
CYP3A4 inhibition	-	0.9260	92.60%
CYP2C9 inhibition	-	0.9225	92.25%
CYP2C19 inhibition	-	0.9271	92.71%
CYP2D6 inhibition	-	0.9385	93.85%
CYP1A2 inhibition	-	0.9132	91.32%
CYP2C8 inhibition	+	0.6441	64.41%
CYP inhibitory promiscuity	-	0.9428	94.28%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5826	58.26%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9051	90.51%
Skin irritation	+	0.5363	53.63%
Skin corrosion	-	0.9448	94.48%
Ames mutagenesis	-	0.7315	73.15%
Human Ether-a-go-go-Related Gene inhibition	+	0.8161	81.61%
Micronuclear	-	0.8900	89.00%
Hepatotoxicity	-	0.6125	61.25%
skin sensitisation	-	0.9216	92.16%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.9029	90.29%
Acute Oral Toxicity (c)	I	0.7446	74.46%
Estrogen receptor binding	+	0.8423	84.23%
Androgen receptor binding	+	0.7533	75.33%
Thyroid receptor binding	+	0.5149	51.49%
Glucocorticoid receptor binding	+	0.6563	65.63%
Aromatase binding	+	0.6519	65.19%
PPAR gamma	+	0.7656	76.56%
Honey bee toxicity	-	0.5912	59.12%
Biodegradation	-	0.7250	72.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	+	0.9343	93.43%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.94%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.13%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.84%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	94.02%	94.45%
CHEMBL4302	P08183	P-glycoprotein 1	93.63%	92.98%
CHEMBL1937	Q92769	Histone deacetylase 2	91.92%	94.75%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	89.79%	90.71%
CHEMBL4581	P52732	Kinesin-like protein 1	89.72%	93.18%
CHEMBL220	P22303	Acetylcholinesterase	88.07%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.88%	97.25%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	87.38%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.30%	100.00%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	85.84%	96.21%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	85.74%	91.24%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	85.70%	96.47%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.40%	96.00%
CHEMBL2996	Q05655	Protein kinase C delta	85.25%	97.79%
CHEMBL2581	P07339	Cathepsin D	85.09%	98.95%
CHEMBL204	P00734	Thrombin	84.76%	96.01%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.60%	95.56%
CHEMBL237	P41145	Kappa opioid receptor	84.57%	98.10%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	84.26%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	83.89%	92.50%
CHEMBL226	P30542	Adenosine A1 receptor	83.65%	95.93%
CHEMBL3004	P33527	Multidrug resistance-associated protein 1	82.57%	96.37%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.55%	92.88%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.14%	99.23%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.04%	89.00%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.58%	95.83%
CHEMBL1075162	Q13304	Uracil nucleotide/cysteinyl leukotriene receptor	80.51%	80.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	80.27%	90.08%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.25%	86.33%

Plants that contains it

• Yucca schidigera

Cross-Links

• PubChem: 163001376
• LOTUS: LTS0070388
• wikiData: Q105331176